Triethylamine → N-[1-(3,4-Dichlorobenzyl)-piperidin-4-yl]-2-hydrazinocarbonyl-acetamide

HRID 968272노트

반응식

HRID 968272 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[Cl:16])[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([NH2:12])[CH2:8][CH2:7]1.C(N(CC)CC)C.C([CH:26]([C:30](Cl)=[O:31])[C:27](Cl)=[O:28])C.O.[NH2:34][NH2:35]>ClCCl.C(O)C.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[Cl:16])[CH2:5][N:6]1[CH2:7][CH2:8][CH:9]([NH:12][C:27](=[O:28])[CH2:26][C:30]([NH:34][NH2:35])=[O:31])[CH2:10][CH2:11]1

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 24654Hydrazine hydrate (1:1)HCID 109209242-Ethylpropanedioyl dichlorideHCID 109781561-[(3,4-Dichlorophenyl)methyl]piperidin-4-amine

생성물 1

HCID 22288616N-[1-(3,4-Dichlorobenzyl)-piperidin-4-yl]-2-hydrazinocarbonyl-acetamide

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

A solution of 1-(3,4-dichlorobenzyl)-piperidin-4-ylamine (2.5 g) and triethylamine (1.50 ml) in dichloromethane (100 ml) stirring at ambient temperature was treated with ethylmalonyl chloride (1.35 ml). After stirring for 16 hours, the reaction mixture was washed with brine, the organic layer was dried (MgSO4), and evaporated to leave a white solid. This solid was suspended in ethanol (100 ml), treated with hydrazine hydrate (5 ml) and the resulting mixture was stirred at reflux for 16 hours and then allowed to cool. Water (100 ml) was added to the reaction mixture and the ethanol was evaporated. The residue was then extracted with dichloromethane (3×100 ml), the combined organics were dried (MgSO4), evaporated. The resultant solid was triturated with diethyl ether to give the subtitle compound as a white solid. (2.27 g)

후처리

  1. washthe reaction mixture was washed with brine
  2. dry with materialthe organic layer was dried (MgSO4)
  3. customevaporated
  4. customto leave a white solid
  5. stirringthe resulting mixture was stirred
  6. temperatureat reflux for 16 hours
  7. temperatureto cool
  8. customthe ethanol was evaporated
  9. extractionThe residue was then extracted with dichloromethane (3×100 ml)
  10. dry with materialthe combined organics were dried (MgSO4)
  11. customevaporated
  12. customThe resultant solid was triturated with diethyl ether

출처 및 근거

ORD 기록
ord-71669d1419c841128a3e6bae8286288d
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06958350B2

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